US 2011/0237583 A1Published application

2, 5-diamino-substituted pyrido [4, 3-d] pyrimidines as autotaxin inhibitors against cancer

AssigneeMerck Patent GmbH

InventorsKai Schiemann, Melanie Schultz, Wolfgang Staehle, Ingo Kober, Dirk Wienke, Mireille Krier

Life of this patent

Estimating the term…

Abstract

The present invention relates to pyridopyrimidine derivatives according to formula (I) as autotaxin inhibitors and the use of such compounds for the treatment and/or prophylaxis of physiological and/or pathophysiological conditions, which are caused, mediated and/or propagated by increased lysophosphatic acid levels and/or the activation of autotaxin, in particular of different cancers.

Claims20

Dependent claims

Pyridopyrimidine derivative according to formula (I)

wherein:
Ar is independently aryl or heteroaryl, which may optionally be substituted with one or more identical or different substituents Z;
R1, R2 are independently from each other selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, halogen, —F, —Cl, —Br, —I, —CN, —CF3, —N3, —NH2, —NHX1, —NX2X3, —NO2, —OH, —OCF3, —SH, —O—SO3H, —OP(O)(OH)2, —CHO, —COOH, —C(O)NH2, —SO3H, —P(O)(OH)2, —C(O)—X4, —C(O)O—X5, —C(O)NH—X6, —C(O)NX7X8, —O—X9, —O(—X10-O)a—H (a=1, 2, 3, 4, 5), —O(—X11-O)b—X12 (b=1, 2, 3, 4, 5), —OC(O)—X13, —OC(O)—O—X14, —OC(O)—NHX15, —O—C(O)—NX16X17, —OP(O)(OX18)(OX19), —OSi(X20)(X21)(X22), —OS(O2)—X23, —NHC(O)—NH2, —NHC(O)—X24, —NX25C(O)—X26, —NH—C(O)—O—X27, —NH—C(O)—NH—X28, —NH—C(O)—NX29X30, —NX31-C(O)—O—X32, —NX33-C(O)—NH—X34, —NX35-C(O)—NX36X37, —NHS(O2)—X38, —NX39S(O2)—X40, —S—X41, —S(O)—X42, —S(O2)—X43, —S(O2)NH—X44, —S(O2)NX45X46, —S(O2)O—X47, —P(O)(OX48)(OX49), —Si(X50)(X51)(X52), —C(NH)—NH2, —C(NX53)-NH2, —C(NH)—NHX54, —C(NH)—NX55X56, —C(NX57)-NHX58, —C(NX59)—NX60X61, —NH—C(O)—NH—O—X62, —NH—C(O)—NX63-O—X64, —NX65-C(O)—NX66-O—X67, —N(—C(O)—NH—O—X68)2, —N(—C(O)—NX69-O—X70)2, —N(—C(O)—NH—O—X71)(—C(O)—NX72-O—X73), —C(S)—X74, —C(S)—O—X75, —C(S)—NH—X76, —C(S)—NX77X78, —C(O)—NH—O—X79, —C(O)—NX80-O—X81, —C(S)—NH—O—X82, —C(S)—NX83-O—X84, —C(O)—NH—NH—X85, —C(O)—NH—NX86X87, —C(O)—NX88—NX89X90, —C(S)—NH—NH—X91, —C(S)—NH—NX92X93, —C(S)—NX94-NX95X96, —C(O)—C(O)—O—X97, —C(O)—C(O)—NH2, —C(O)—C(O)—NHX98, —C(O)—C(O)—NX99X100, —C(S)—C(O)—O—X101, —C(O)—C(S)—O—X102, —C(S)—C(S)—O—X103, —C(S)—C(O)—NH2, —C(S)—C(O)—NHX104, —C(S)—C(O)—NX105X106, —C(S)—C(S)—NH2, —C(S)—C(S)—NHX107, —C(S)—C(S)—NX108X109, —C(O)—C(S)—NH2, —C(O)—C(S)—NHX110, —C(O)—C(S)—NX111X112”;
wherein X1, X2, X3, X4, X5, X6, X7, X8, X9, X10, X11, X12, X13, X14, X15, X16, X17, X18, X19, X20, X21, X22, X23, X24, X25, X26, X27, X28, X29, X30, X31, X32, X33, X34, X35, X36, X37, X38, X39, X40, X41, X42, X43, X44, X45, X46, X47, X48, X49, X50, X51, X52, X53, X54, X55, X56, X57, X58, X59, X60, X61, X62, X63, X64, X65, X66, X67, X68, X69, X70, X71, X72, X73, X74, X75, X76, X77, X78, X79, X80, X81, X82, X83, X84, X85, X86, X87, X88, X89, X90, X91, X92, X93, X94, X95, X96, X97, X98, X99, X100, X101, X102, X103, X104, X105, X106, X107, X108, X109, X110, X111, X112 are independently from each other selected from the group consisting of:
“alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl” and wherein alternatively X7, X8 and/or X16, X17 and/or X29, X30 and/or X36, X37 and/or X45, X46 and/or X55, X56 and/or X60, X61 and/or X77, X78 and/or X86, X87 and/or X89, X90 and/or X92, X93 and/or X95, X96 and/or X99, X100 and/or X105, X106 and/or X108, X109 and/or X111, X112 respectively together can also form “heterocyclyl”;
wherein optionally above substituents of substituents group (i) can in turn independently from each other be substituted with one or more identical or different substituents Z;
or R1, R2 can together with the nitrogen atom to which they are attached to form “heterocyclyl”, which is optionally substituted with one or more identical or different substituents Z;
with the proviso that if R1, R2 together with the nitrogen atom which they are attached to form “heterocyclyl”, which is optionally substituted with one or more identical or different substituents Z, “heterocyclyl” is not selected from the group consisting of:
“4-piperidine-1-yl-carboxylic acid (4-carboxy-piperidine-1-yl), 3-piperidine-1-yl-carboxylic acid (3-carboxy-piperidine-1-yl), 4-piperidine-1-yl-carboxylic acid ethyl ester (4-ethylcarboxyate-piperidine-1-yl), 3-piperidine-1-yl-carboxylic acid ethyl ester (3-ethylcarboxyate-piperidine-1-yl)”;
R3 is independently selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, halogen, —F, —Cl, —Br, —I, —CN, —CF3, —NH2, —NHX113, —NX114X115, —NO2, —OH, —OCF3, —SH, —CHO, —COOH, —C(O)NH2, —SO3H, —C(O)NH—X116, —C(O)NX117X118, —C(O)O—X119, —X120-OH, —X121-NHX122, —X123-NX124X125”;
wherein X113, X114, X115, X116, X117, X118, X119, X120, X121, X122, X123, X124, X125 are independently from each other selected from the group consisting of:
“alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl”;
wherein optionally above substituents of substituents group (i) can in turn independently from each other be substituted with one or more identical or different substituents Z;
R4 is independently selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, —X126-NHX127, —X128-NX129X130”;
wherein X126, X127, X128, X129, X130 are independently from each other selected from the group consisting of:
“alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl”;
wherein optionally above substituents of substituents group (i) can in turn independently from each other be substituted with one or more identical or different substituents Z;
R5, R6 are each independently from each other selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl;
wherein optionally above substituents of substituents group (i) can in turn independently from each other be substituted with one or more identical or different substituents Z;
Z is independently selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, halogen, —F, —Cl, —Br, —I, —CN, —CF3, —N3, —NH2, —NHX131, —NX132X133, —NO2, —OH, —OCF3, —SH, —O—SO3H, —OP(O)(OH)2, —CHO, —COOH, —C(O)NH2, —SO3H, —P(O)(OH)2, —C(O)—X134, —C(O)O—X135, —C(O)NH—X136, —C(O)NX137X138, —O—X139, —O(—X140-O)a—H (a=1, 2, 3, 4, 5), —O(—X141-O)b—X142 (b=1, 2, 3, 4, 5), —OC(O)—X143, —OC(O)—O—X144, —OC(O)—NHX145, —O—C(O)—NX146X147, —OP(O)(OX148)(OX149), —OSi(X150)(X151)(X152), —OS(O2)—X153, —NHC(O)—NH2, —NHC(O)—X154, —NX155C(O)—X156, —NH—C(O)—O—X157, —NH—C(O)—NH—X158, —NH—C(O)—NX159X160, —NX161-C(O)—O—X162, —NX163-C(O)—NH—X164, —NX165-C(O)—NX166X167, —NHS(O2)—X168, —NX169S(O2)—X170, —S—X171, —S(O)—X172, —S(O2)—X173, —S(O2)NH—X174, —S(O2)NX175X176, —S(O2)O—X177, —P(O)(OX178)(OX179), —Si(X180)(X181)(X182), —C(NH)—NH2, —C(NX183)-NH2, —C(NH)—NHX184, —C(NH)—NX185X186, —C(NX187)-NHX188, —C(NX189)-NX190X191, —NH—C(O)—NH—O—X192, —NH—C(O)—NX193-O—X194, —NX195-C(O)—NX196-O—X197, —N(—C(O)—NH—O—X198)2, —N(—C(O)—NX199-O—X200)2, —N(—C(O)—NH—O—X201)(—C(O)—NX202-O—X203), —C(S)—X204, —C(S)—O—X205, —C(S)—NH—X206, —C(S)—NX207X208, —C(O)—NH—O—X209, —C(O)—NX210-O—X211, —C(S)—NH—O—X212, —C(S)—NX213-O—X214, —C(O)—NH—NH—X215, —C(O)—NH—NX216X217, —C(O)—NX218-NX219X220, —C(S)—NH—NH—X221, —C(S)—NH—NX222X223, —C(S)—NX224-NX225X226, —C(O)—C(O)—O—X227, —C(O)—C(O)—NH2, —C(O)—C(O)—NHX228, —C(O)—C(O)—NX229X230, —C(S)—C(O)—O—X231, —C(O)—C(S)—O—X232, —C(S)—C(S)—O—X233, —C(S)—C(O)—NH2, —C(S)—C(O)—NHX234, —C(S)—C(O)—NX235X236, —C(S)—C(S)—NH2, —C(S)—C(S)—NHX237, —C(S)—C(S)—NX238X239, —C(O)—C(S)—NH2, —C(O)—C(S)—NHX240, —C(O)—C(S)—NX241X242”;
wherein X131, X132, X133, X134, X135, X136, X137, X138, X139, X140, X141, X142, X143, X144, X145, X146, X147, X148, X149, X150, X151, X152, X153, X154, X155, X156, X157, X158, X159, X160, X161, X162, X163, X164, X165, X166, X167, X168, X169, X170, X171, X172, X173, X174, X175, X176, X177, X178, X179, X180, X181, X182, X183, X184, X185, X186, X187, X188, X189, X190, X191, X192, X193, X194, X195, X196, X197, X198, X199, X200, X201, X202, X203, X204, X205, X206, X207, X208, X209, X210, X211, X212, X213, X214, X215, X216, X217, X218, X219, X220, X221, X222, X223, X224, X225, X226, X227, X228, X229, X230, X231, X232, X233, X234, X235, X236, X237, X238, X239, X240, X241, X242 are independently from each other selected from the group consisting of:
“alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl” and wherein alternatively X137, X138 and/or X146, X147 and/or X159, X160 and/or X166, X167 and/or X175, X176 and/or X185, X186 and/or X190, X191 and/or X207, X208 and/or X216, X217 and/or X219, X220 and/or X222, X223 and/or X225, X226 and/or X229, X230 and/or X235, X236 and/or X238, X239 and/or X241, X242 respectively together can also form “heterocyclyl”;
n is 0, 1, 2;
and the physiologically acceptable salts, derivatives, prodrugs, solvates and stereoisomers thereof, including mixtures thereof in all ratios.

26 more elements

Pyridopyrimidine derivative selected from the group consisting of:

Compound 1
Benzyl-(5-pyrrolidin- 1-yl-pyrido[4,3- d]pyrimidin-2-yl)- amine
Compound 2
N2-Benzyl-N5-(4- fluoro-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 3
N2-Benzyl-N5-(4- methoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 4
N2-Benzyl-N5-(2,4- difluoro-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 5
N5- Benzo[1,3]dioxol-5- yl-N2-benzyl- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 6
N2-Benzyl-N5-(3,4- dimethoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 7
N2-Benzyl-N5-(4- fluoro-2-methyl- phenyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 8
(2-Chloro-benzyl)- (5-pyrrolidin-1-yl- pyrido[4,3- d]pyrimidin-2-yl)- amine
Compound 9
N2-(2-Chloro- benzyl)-N5-(4- methoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 10
N2,N5-Bis-(2- chloro-benzyl) pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 11
N2-(2-Chloro- benzyl)-N5-pyridin- 3-ylmethyl- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 12
N2-(2-Chloro- benzyl)-N5-(3,4- dimethoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 13
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5- ylamino]-phenyl}- ethanone
Compound 14
N2-(2-Chloro- benzyl)-N5-(2,4- dimethoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 15
N2-(2-Chloro- benzyl)-N5-(3- isopropoxy-propyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 16
N2-(2-Chloro- benzyl)-N5-(3- piperidin-1-yl- propyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 17
N2-(2-Chloro- benzyl)-N5-(3- pyrrolidin-1-yl- propyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 18
N2-(2-Chloro- benzyl)-N5-(2- piperidin-1-yl-ethyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 19
N5-(4-Fluoro-2- methyl-phenyl)-N2- (4-methyl-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 20
(4-Fluoro-benzyl)-(5- pyrrolidin-1-yl- pyrido[4,3- d]pyrimidin-2-yl)- amine
Compound 21
N2-(4-Fluoro- benzyl)-N5-(4- fluoro-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 22
N2-(4-Fluoro- benzyl)-N5-o-tolyl- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 23
N2-(4-Fluoro- benzyl)-N5-(4- methoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 24
N2-(4-Fluoro- benzyl)-N5-(2- fluoro-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 25
N5-(2,4-Difluoro- phenyl)-N2-(4- fluoro-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 26
N5- Benzo[1,3]dioxol-5- yl-N2-(4-fluoro- benzyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 27
N5-(3,4-Dimethoxy- phenyl)-N2-(4- fluoro-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 28
N2-(4-Fluoro- benzyl)-N5-(4- fluoro-2-methyl- phenyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 29
N5- Benzo[1,2,5]oxa- diazol-5-ylmethyl-N2-(4- fluoro-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 30
N2-(4-Fluoro- benzyl)-N5-isobutyl- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 31
(2-Methoxy-benzyl)- (5-pyrrolidin-1-yl- pyrido[4,3- d]pyrimidin-2-yl)- amine
Compound 32
N5-(2-Ethoxy- phenyl)-N2-(2- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 33
N5-(4-Fluoro- phenyl)-N2-(2- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 34
N2-(2-Methoxy- benzyl)-N5-o-tolyl- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 35
N2-(2-Methoxy- benzyl)-N5-(4- methoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 36
N2-(2-Methoxy- benzyl)-N5-p-tolyl- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 37
N5-(2,4-Difluoro- phenyl)-N2-(2- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 38
N5-(3,4-Dimethoxy- phenyl)-N2-(2- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 39
N5-(2,3-Dihydro- benzo[1,4]dioxin-6- yl)-N2-(2-methoxy- benzyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 40
N5-(2,4-Dimethoxy- phenyl)-N2-(2- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 41
N5-(4-Fluoro-2- methyl-phenyl)-N2- (2-methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 42
N2-(4-Chloro- benzyl)-N5-(4- fluoro-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 43
N2-(4-Chloro- benzyl)-N5-o-tolyl- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 44
N2-(4-Chloro- benzyl)-N5-(4- methoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 45
N2-(4-Chloro- benzyl)-N5-(2,4- difluoro-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 46
N5- Benzo[1,3]dioxol-5- yl-N2-(4-chloro- benzyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 47
N2-(4-Chloro- benzyl)-N5-(3,4- dimethoxy-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 48
N2-(4-Chloro- benzyl)-N5-(3,4- difluoro-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 49
N2-(4-Chloro- benzyl)-N5-(4- fluoro-2-methyl- phenyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 50
4-[2-(4-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5- ylamino]-benzoic acid methyl ester
Compound 51
N5-(2,5-Dimethoxy- phenyl)-N2-(4- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 52
N5-(2,4-Difluoro- phenyl)-N2-(4- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 53
N5- Benzo[1,3]dioxol-5- yl-N2-(4-methoxy- benzyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 54
N5-(3,4-Dimethoxy- phenyl)-N2-(4- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 55
N5-(2,3-Dihydro- benzo[1,4]dioxin-6- yl)-N2-(4-methoxy- benzyl)-pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 56
N5-(2,4-Dimethoxy- phenyl)-N2-(4- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 57
4-[2-(4-Methoxy- benzylamino)- pyrido[4,3- d]pyrimidin-5- ylamino]- benzonitrile
Compound 58
N5-(3,4-Difluoro- phenyl)-N2-(4- methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 59
N5-(4-Fluoro-2- methyl-phenyl)-N2- (4-methoxy-benzyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 60
1-(2-Benzylamino- pyrido[4,3- d]pyrimidin-5-yl)- piperidine-4- carboxylic acid (furan-2-ylmethyl)- amide
Compound 61
1-(2-Benzylamino- pyrido[4,3- d]pyrimidin-5-yl)- piperidine-4- carboxylic acid isopropylamide
Compound 62
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (pyridin-3-ylmethyl)- amide
Compound 63
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (3- diethylamino- propyl)-amide
Compound 64
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (2- dimethylamino- ethyl)-amide
Compound 65
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (furan-2-ylmethyl)- amide
Compound 66
{1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-4-yl}- pyrrolidin-1-yl- methanone
Compound 67
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid isopropylamide
Compound 68
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid propylamide
Compound 69
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid cyclopropylamide
Compound 70
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (2- methoxy-ethyl)- amide
Compound 71
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid allylamide
Compound 72
{1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-4-yl}-(4- ethyl-piperazin-1-yl)- methanone
Compound 73
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (3- methoxy-propyl)- amide
Compound 74
1-[2-(2-Methoxy- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (furan-2-ylmethyl)- amide
Compound 75
1-[2-(2-Methoxy- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (2- methoxy-ethyl)- amide
Compound 76
{1-[2-(2-Methoxy- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-4-yl}-(4- pyridin-2-yl- piperazin-1-yl)- methanone
Compound 77
1-[2-(2-Methoxy- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (5- methyl-isoxazol-3- yl)-amide
Compound 78
1-[2-(4-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid pyridin-3-ylamide
Compound 79
1-[2-(4-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (furan-2-ylmethyl)- amide
Compound 80
{1-[2-(4-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-4-yl}- pyrrolidin-1-yl- methanone
Compound 81
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid (pyridin-3-ylmethyl)- amide
Compound 82
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid pyridin-3-ylamide
Compound 83
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid (furan-2-ylmethyl)- amide
Compound 84
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid isopropylamide
Compound 85
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid propylamide
Compound 86
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid cyclopropylamide
Compound 87
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid (5- methyl-isoxazol-3- yl)-amide
Compound 88
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid (3- ethoxy-propyl)- amide
Compound 89
{1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-3-yl}-(4- ethyl-piperazin-1-yl)- methanone
Compound 90
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid (3- methoxy-propyl)- amide
Compound 91
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid diethylamide
Compound 92
3-({1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carbonyl}-amino)- propionic acid ethyl ester
Compound 93
1-[2-(4-Methyl- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-3- carboxylic acid pyridin-3-ylamide
Compound 94
{1-[2-(4-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-3-yl}-(4- pyridin-2-yl- piperazin-1-yl)- methanone
Compound 95
{1-[2-(4-Methoxy- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-3-yl}-(4- pyridin-2-yl- piperazin-1-yl)- methanone
Compound 96
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (2- diethylamino-ethyl)- amide
Compound 97
{1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-4-yl}-(4- propyl-piperazin-1- yl)-methanone
Compound 98
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (3- ethoxy-propyl)- amide
Compound 99
{1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-3-yl}-(4- pyridin-2-yl- piperazin-1-yl)- methanone
Compound 100
N2-(2-Chloro- benzyl)-N5-(2- fluoro-phenyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 101
3-({1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carbonyl}-amino)- propionic acid ethyl ester
Compound 102
1-[2-(2-Methoxy- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (3- ethoxy-propyl)- amide
Compound 103
1-[2-(2-Methoxy- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid diethylamide
Compound 104
{1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-3-yl}-(4- methyl-piperazin-1- yl)-methanone
Compound 105
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid (2- hydroxy-ethyl)- amide
Compound 106
(2-Chloro-benzyl)- {5-[4-(4-fluoro- phenyl)-piperazin-1- yl]-pyrido[4,3- d]pyrimidin-2-yl}- amine
Compound 107
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid amide
Compound 108
2-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-N- pyridin-3-yl- acetamide
Compound 109
(2-Chloro-benzyl)- [5-(4-thiazol-2-yl- piperazin-1-yl)- pyrido[4,3- d]pyrimidin-2-yl]- amine
Compound 110
(2-Chloro-benzyl)- {5-[4-(1-methyl- piperidin-4- ylmethyl)-piperazin- 1-yl]-pyrido[4,3- d]pyrimidin-2-yl}- amine
Compound 111
(2-Chloro-benzyl)- [5-(4-pyridin-2-yl- piperazin-1-yl)- pyrido[4,3- d]pyrimidin-2-yl]- amine
Compound 112
(2-Chloro-benzyl)- [5-(4-pyrimidin-2-yl- piperazin-1-yl)- pyrido[4,3- d]pyrimidin-2-yl]- amine
Compound 113
{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}- furan-2-yl- methanone
Compound 114
4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazine-1- carboxylic acid ethyl ester
Compound 115
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}- ethanone
Compound 116
{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}- morpholin-4-yl- methanone
Compound 117
4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazine-1- carboxylic acid (furan-2-ylmethyl)- amide
Compound 118
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid ethyl ester
Compound 119
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-2- pyridin-2-yl- ethanone
Compound 120
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-3-(1- methyl-1H-pyrazol- 4-yl)-propan-1-one
Compound 121
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-2- pyridin-3-yl- ethanone
Compound 122
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-3- (1H-imidazol-4-yl)- propan-1-one
Compound 123
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}- pentane-1,4-dione
Compound 124
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-3- pyridin-2-yl-propan- 1-one
Compound 125
4-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-N,N- dimethyl-4-oxo- butyramide
Compound 126
Acetic acid 2-{4-[2- (2-chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-2- oxo-ethyl ester
Compound 128
3-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-3- oxo-propionitrile
Compound 129
3-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-3- oxo-propionic acid ethyl ester
Compound 130
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-2- dimethylamino- ethanone
Compound 131
5-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-5- oxo-pentanoic acid methyl ester
Compound 132
4-Amino-1-{4-[2-(2- chloro-benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}- butan-1-one
Compound 133
(S)-3-Amino-1-(2- {4-[2-(2-chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-2- oxo-ethyl)- pyrrolidin-2-one
Compound 134
(2-Chloro-benzyl)- (5-piperazin-1-yl- pyrido[4,3- d]pyrimidin-2-yl)- amine
Compound 135
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-3- diethylamino- propan-1-one
Compound 136
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-2-(2- methoxy-ethoxy)- ethanone
Compound 137
3-(1H- Benzoimidazol-2-yl)- 1-{4-[2-(2-chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}- propan-1-one
Compound 138
1-{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}-2- pyridin-4-yl- ethanone
Compound 139
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid methylamide
Compound 140
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid dimethylamide
Compound 141
{1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-4-yl}-[4-(2- hydroxy-ethyl)- piperazin-1-yl]- methanone
Compound 142
{1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidin-4-yl}-((S)- 2-pyrrolidin-1- ylmethyl-pyrrolidin- 1-yl)-methanone
Compound 143
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid bis- (2-methoxy-ethyl)- amide
Compound 144
1-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperidine-4- carboxylic acid 2- chloro-4-fluoro- benzylamide
Compound 145
{4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazin-1-yl}- acetic acid
Compound 146
N2-(2-Chloro- benzyl)-N5-(2- pyridin-2-yl-ethyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 147
N2-(2-Chloro- benzyl)-N5-(2- pyridin-3-yl-ethyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 148
N2-(2-Chloro- benzyl)-N5-(2- pyridin-4-yl-ethyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 149
N2-(2-Chloro- benzyl)-N5-(3- pyridin-2-yl-propyl)- pyrido[4,3- d]pyrimidine-2,5- diamine
Compound 150
4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazine-1- carboxylic acid 3- ethoxy-propyl ester
Compound 151
4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazine-1- carboxylic acid pyridin-3-ylmethyl ester
Compound 152
4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazine-1- carboxylic acid 1- methyl-piperidin-4- ylmethyl ester
Compound 153
(2-Chloro-benzyl)- {5-[4-(thiophene-2- sulfonyl)-piperazin- 1-yl]-pyrido[4,3- d]pyrimidin-2-yl}- amine
Compound 154
(2-Chloro-benzyl)- [5-(4- methanesulfonyl- piperazin-1-yl)- pyrido[4,3- d]pyrimidin-2-yl]- amine
Compound 155
4-[2-(2-Chloro- benzylamino)- pyrido[4,3- d]pyrimidin-5-yl]- piperazine-1- carboxylic acid 3- methoxy-propyl ester
Compound 156
(2-Chloro-benzyl)- [5-(4- methanesulfonylmeth- anesulfonyl- piperazin-1-yl)- pyrido[4,3- d]pyrimidin-2-yl]- amine
Compound 157
{5-[4-(5-Bromo- pyridine-2-sulfonyl)- piperazin-1-yl]- pyrido[4,3- d]pyrimidin-2-yl}-(2- chloro-benzyl)-amine
and the physiologically acceptable salts, derivatives, prodrugs, solvates and stereoisomers thereof, including mixtures thereof in all ratios.

310 more elements

Dependencies are inferred from the claim text.

Facts

Application: 13/132,181Filed 3 Nov 2009
Priority: EP 08020824.21 Dec 2008
Published: 29 Sep 2011
Term ends: Not estimatedThe source records don’t support an estimate.

Classification15 codes

C07D 471/04
In which the condensed system contains two hetero rings: ortho-condensed systems
A61P 9/00
Drugs for disorders of the cardiovascular system
A61P 9/10
Drugs for disorders of the cardiovascular system: for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary…
A61P 17/02
Drugs for dermatological disorders: for treating wounds, ulcers, burns, scars, keloids, or the like

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US 8,530,650 B2Related patent
US 2011/0237583 A1This patent

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Abstract

Pyridopyrimidine derivative according to formula (I)

wherein:
Ar is independently aryl or heteroaryl, which may optionally be substituted with one or more identical or different substituents Z;
R1, R2 are independently from each other selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, halogen, —F, —Cl, —Br, —I, —CN, —CF3, —N3, —NH2, —NHX1, —NX2X3, —NO2, —OH, —OCF3, —SH, —O—SO3H, —OP(O)(OH)2, —CHO, —COOH, —C(O)NH2, —SO3H, —P(O)(OH)2, —C(O)—X4, —C(O)O—X5, —C(O)NH—X6, —C(O)NX7X8, —O—X9, —O(—X10-O)a—H (a=1, 2, 3, 4, 5), —O(—X11-O)b—X12 (b=1, 2, 3, 4, 5), —OC(O)—X13, —OC(O)—O—X14, —OC(O)—NHX15, —O—C(O)—NX16X17, —OP(O)(OX18)(OX19), —OSi(X20)(X21)(X22), —OS(O2)—X23, —NHC(O)—NH2, —NHC(O)—X24, —NX25C(O)—X26, —NH—C(O)—O—X27, —NH—C(O)—NH—X28, —NH—C(O)—NX29X30, —NX31-C(O)—O—X32, —NX33-C(O)—NH—X34, —NX35-C(O)—NX36X37, —NHS(O2)—X38, —NX39S(O2)—X40, —S—X41, —S(O)—X42, —S(O2)—X43, —S(O2)NH—X44, —S(O2)NX45X46, —S(O2)O—X47, —P(O)(OX48)(OX49), —Si(X50)(X51)(X52), —C(NH)—NH2, —C(NX53)-NH2, —C(NH)—NHX54, —C(NH)—NX55X56, —C(NX57)-NHX58, —C(NX59)—NX60X61, —NH—C(O)—NH—O—X62, —NH—C(O)—NX63-O—X64, —NX65-C(O)—NX66-O—X67, —N(—C(O)—NH—O—X68)2, —N(—C(O)—NX69-O—X70)2, —N(—C(O)—NH—O—X71)(—C(O)—NX72-O—X73), —C(S)—X74, —C(S)—O—X75, —C(S)—NH—X76, —C(S)—NX77X78, —C(O)—NH—O—X79, —C(O)—NX80-O—X81, —C(S)—NH—O—X82, —C(S)—NX83-O—X84, —C(O)—NH—NH—X85, —C(O)—NH—NX86X87, —C(O)—NX88—NX89X90, —C(S)—NH—NH—X91, —C(S)—NH—NX92X93, —C(S)—NX94-NX95X96, —C(O)—C(O)—O—X97, —C(O)—C(O)—NH2, —C(O)—C(O)—NHX98, —C(O)—C(O)—NX99X100, —C(S)—C(O)—O—X101, —C(O)—C(S)—O—X102, —C(S)—C(S)—O—X103, —C(S)—C(O)—NH2, —C(S)—C(O)—NHX104, —C(S)—C(O)—NX105X106, —C(S)—C(S)—NH2, —C(S)—C(S)—NHX107, —C(S)—C(S)—NX108X109, —C(O)—C(S)—NH2, —C(O)—C(S)—NHX110, —C(O)—C(S)—NX111X112”;
wherein X1, X2, X3, X4, X5, X6, X7, X8, X9, X10, X11, X12, X13, X14, X15, X16, X17, X18, X19, X20, X21, X22, X23, X24, X25, X26, X27, X28, X29, X30, X31, X32, X33, X34, X35, X36, X37, X38, X39, X40, X41, X42, X43, X44, X45, X46, X47, X48, X49, X50, X51, X52, X53, X54, X55, X56, X57, X58, X59, X60, X61, X62, X63, X64, X65, X66, X67, X68, X69, X70, X71, X72, X73, X74, X75, X76, X77, X78, X79, X80, X81, X82, X83, X84, X85, X86, X87, X88, X89, X90, X91, X92, X93, X94, X95, X96, X97, X98, X99, X100, X101, X102, X103, X104, X105, X106, X107, X108, X109, X110, X111, X112 are independently from each other selected from the group consisting of:
“alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl” and wherein alternatively X7, X8 and/or X16, X17 and/or X29, X30 and/or X36, X37 and/or X45, X46 and/or X55, X56 and/or X60, X61 and/or X77, X78 and/or X86, X87 and/or X89, X90 and/or X92, X93 and/or X95, X96 and/or X99, X100 and/or X105, X106 and/or X108, X109 and/or X111, X112 respectively together can also form “heterocyclyl”;
wherein optionally above substituents of substituents group (i) can in turn independently from each other be substituted with one or more identical or different substituents Z;
or R1, R2 can together with the nitrogen atom to which they are attached to form “heterocyclyl”, which is optionally substituted with one or more identical or different substituents Z;
with the proviso that if R1, R2 together with the nitrogen atom which they are attached to form “heterocyclyl”, which is optionally substituted with one or more identical or different substituents Z, “heterocyclyl” is not selected from the group consisting of:
“4-piperidine-1-yl-carboxylic acid (4-carboxy-piperidine-1-yl), 3-piperidine-1-yl-carboxylic acid (3-carboxy-piperidine-1-yl), 4-piperidine-1-yl-carboxylic acid ethyl ester (4-ethylcarboxyate-piperidine-1-yl), 3-piperidine-1-yl-carboxylic acid ethyl ester (3-ethylcarboxyate-piperidine-1-yl)”;
R3 is independently selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, halogen, —F, —Cl, —Br, —I, —CN, —CF3, —NH2, —NHX113, —NX114X115, —NO2, —OH, —OCF3, —SH, —CHO, —COOH, —C(O)NH2, —SO3H, —C(O)NH—X116, —C(O)NX117X118, —C(O)O—X119, —X120-OH, —X121-NHX122, —X123-NX124X125”;
wherein X113, X114, X115, X116, X117, X118, X119, X120, X121, X122, X123, X124, X125 are independently from each other selected from the group consisting of:
“alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl”;
wherein optionally above substituents of substituents group (i) can in turn independently from each other be substituted with one or more identical or different substituents Z;
R4 is independently selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, —X126-NHX127, —X128-NX129X130”;
wherein X126, X127, X128, X129, X130 are independently from each other selected from the group consisting of:
“alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl”;
wherein optionally above substituents of substituents group (i) can in turn independently from each other be substituted with one or more identical or different substituents Z;
R5, R6 are each independently from each other selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl;
wherein optionally above substituents of substituents group (i) can in turn independently from each other be substituted with one or more identical or different substituents Z;
Z is independently selected from the group consisting of:
(i) “hydrogen, alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, halogen, —F, —Cl, —Br, —I, —CN, —CF3, —N3, —NH2, —NHX131, —NX132X133, —NO2, —OH, —OCF3, —SH, —O—SO3H, —OP(O)(OH)2, —CHO, —COOH, —C(O)NH2, —SO3H, —P(O)(OH)2, —C(O)—X134, —C(O)O—X135, —C(O)NH—X136, —C(O)NX137X138, —O—X139, —O(—X140-O)a—H (a=1, 2, 3, 4, 5), —O(—X141-O)b—X142 (b=1, 2, 3, 4, 5), —OC(O)—X143, —OC(O)—O—X144, —OC(O)—NHX145, —O—C(O)—NX146X147, —OP(O)(OX148)(OX149), —OSi(X150)(X151)(X152), —OS(O2)—X153, —NHC(O)—NH2, —NHC(O)—X154, —NX155C(O)—X156, —NH—C(O)—O—X157, —NH—C(O)—NH—X158, —NH—C(O)—NX159X160, —NX161-C(O)—O—X162, —NX163-C(O)—NH—X164, —NX165-C(O)—NX166X167, —NHS(O2)—X168, —NX169S(O2)—X170, —S—X171, —S(O)—X172, —S(O2)—X173, —S(O2)NH—X174, —S(O2)NX175X176, —S(O2)O—X177, —P(O)(OX178)(OX179), —Si(X180)(X181)(X182), —C(NH)—NH2, —C(NX183)-NH2, —C(NH)—NHX184, —C(NH)—NX185X186, —C(NX187)-NHX188, —C(NX189)-NX190X191, —NH—C(O)—NH—O—X192, —NH—C(O)—NX193-O—X194, —NX195-C(O)—NX196-O—X197, —N(—C(O)—NH—O—X198)2, —N(—C(O)—NX199-O—X200)2, —N(—C(O)—NH—O—X201)(—C(O)—NX202-O—X203), —C(S)—X204, —C(S)—O—X205, —C(S)—NH—X206, —C(S)—NX207X208, —C(O)—NH—O—X209, —C(O)—NX210-O—X211, —C(S)—NH—O—X212, —C(S)—NX213-O—X214, —C(O)—NH—NH—X215, —C(O)—NH—NX216X217, —C(O)—NX218-NX219X220, —C(S)—NH—NH—X221, —C(S)—NH—NX222X223, —C(S)—NX224-NX225X226, —C(O)—C(O)—O—X227, —C(O)—C(O)—NH2, —C(O)—C(O)—NHX228, —C(O)—C(O)—NX229X230, —C(S)—C(O)—O—X231, —C(O)—C(S)—O—X232, —C(S)—C(S)—O—X233, —C(S)—C(O)—NH2, —C(S)—C(O)—NHX234, —C(S)—C(O)—NX235X236, —C(S)—C(S)—NH2, —C(S)—C(S)—NHX237, —C(S)—C(S)—NX238X239, —C(O)—C(S)—NH2, —C(O)—C(S)—NHX240, —C(O)—C(S)—NX241X242”;
wherein X131, X132, X133, X134, X135, X136, X137, X138, X139, X140, X141, X142, X143, X144, X145, X146, X147, X148, X149, X150, X151, X152, X153, X154, X155, X156, X157, X158, X159, X160, X161, X162, X163, X164, X165, X166, X167, X168, X169, X170, X171, X172, X173, X174, X175, X176, X177, X178, X179, X180, X181, X182, X183, X184, X185, X186, X187, X188, X189, X190, X191, X192, X193, X194, X195, X196, X197, X198, X199, X200, X201, X202, X203, X204, X205, X206, X207, X208, X209, X210, X211, X212, X213, X214, X215, X216, X217, X218, X219, X220, X221, X222, X223, X224, X225, X226, X227, X228, X229, X230, X231, X232, X233, X234, X235, X236, X237, X238, X239, X240, X241, X242 are independently from each other selected from the group consisting of:
“alkyl, (C9-C30)alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl” and wherein alternatively X137, X138 and/or X146, X147 and/or X159, X160 and/or X166, X167 and/or X175, X176 and/or X185, X186 and/or X190, X191 and/or X207, X208 and/or X216, X217 and/or X219, X220 and/or X222, X223 and/or X225, X226 and/or X229, X230 and/or X235, X236 and/or X238, X239 and/or X241, X242 respectively together can also form “heterocyclyl”;
n is 0, 1, 2;
and the physiologically acceptable salts, derivatives, prodrugs, solvates and stereoisomers thereof, including mixtures thereof in all ratios.

26 more elements

Facts

Application

13/132,181Filed 3 Nov 2009

Priority

EP 08020824.21 Dec 2008

Published

29 Sep 2011

Term ends

Not estimatedThe source records don’t support an estimate.

Classification15 codes

C07D 471/04
In which the condensed system contains two hetero rings: ortho-condensed systems
A61P 9/00
Drugs for disorders of the cardiovascular system
A61P 9/10
Drugs for disorders of the cardiovascular system: for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary…
A61P 17/02
Drugs for dermatological disorders: for treating wounds, ulcers, burns, scars, keloids, or the like